126146-36-9

Basic information

• Product Name: 2,4,6-Heptatrienamide,7-(3-aminophenyl)-N-(2-hydroxy-5-oxo-1-cyclopenten-1-yl)-, (2E,4E,6E)-
• Synonyms: 2,4,6-Heptatrienamide,7-(3-aminophenyl)-N-(2-hydroxy-5-oxo-1-cyclopenten-1-yl)-, (E,E,E)-; Asuka mABA
• CAS NO: 126146-36-9
• Molecular Formula: C18H18 N2 O3
• Molecular Weight: 310.353
• Mol File: 126146-36-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2,4,6-Heptatrienamide,7-(3-aminophenyl)-N-(2-hydroxy-5-oxo-1-cyclopenten-1-yl)-, (2E,4E,6E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6-Heptatrienamide,7-(3-aminophenyl)-N-(2-hydroxy-5-oxo-1-cyclopenten-1-yl)-, (2E,4E,6E)-(126146-36-9)
• EPA Substance Registry System: 2,4,6-Heptatrienamide,7-(3-aminophenyl)-N-(2-hydroxy-5-oxo-1-cyclopenten-1-yl)-, (2E,4E,6E)-(126146-36-9)

Safety Data

• Hazardous Substances Data: 126146-36-9(Hazardous Substances Data)

Upstream product

• 185619-66-3 (3-ethynyl-phenyl)-carbamic acid tert-butyl ester 
• 143390-49-2 iodo-3-(tert-butyloxycarbonylamino)benzene 
• 626-01-7 3-Iodoaniline 
• 182158-34-5 (2E,4E)-5-Bromo-penta-2,4-dienoic acid (2-hydroxy-5-oxo-cyclopent-1-enyl)-amide 
• 185619-60-7 (2E,4E)-5-bromopenta-2,4-dienoic acid 
• 168295-33-8 (2E,4E)-5-bromopenta-2,4-dienal 
• 116655-90-4 N-(2-hydroxy-5-oxocyclopent-1-enyl)-7-<3-(2,4,6-trimethyldeca-2,4-dienoylamino)phenyl>hepta-2,4,6-trienamide 

Relevant articles and documents

Unsaturated amides derived from 2-amino-3-hydroxycyclopentenone: A Stille approach to the synthesis of asuka-mABA, 2880-II, and limocrocin

A Stille palladium catalysed vinyl halide-vinyl stannane or aryl stannane coupling approach to the title compounds is described. The 2- aminocyclopentanedione-derived vinyl bromides (12, n = 1, 2, 3) were prepared and coupled to synthesise 2880-II (4), a Streptomyces metabolite, asuka-mABA (6), obtained during investigations to elucidate the biogenesis of the antibiotic asukamycin, and limocrocin (10), a naturally occurring antibiotic and antiviral agent.

Studies of Precursor-directed Biosynthesis with Streptomyces sp. Part 1. Isolation of Manumycin Analogues by Feeding of Aminobenzoic Acids as C7N Starter Units

Feeding experiments involving variants of the antibiotic manumycin (1) are described.Instead of the (unidentified) natural C7N unit, isomeric aminobenzoic acids were used as alternative biosynthetic starting units.These were fed to Streptomyces parvulus,